Best Maui Sunset & Dinner Cruises


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Maui Dinner Cruises & Sunset Cruises

There are many reasons to take a boat cruise before dusk. Below we discuss what types of cruises are available, describe each cruise to help you decide which is best for you, and list some of the better boats on the island.


Trilogy Sunset Cruise

Offering trips from Kaʻanapali Beach, Lahaina Harbor, and Maʻalaea Harbor, Trilogy catamarans are family-owned and operated offering Pacific Rim appetizers, excellent cocktails, and a fun crew. They’re an eco-friendly business and have great prices.

Maui Dinner Cruises Trilogy


Kai Kanani Cocktail Cruise

Conveniently departing from the beach in front of the Makena Beach & Golf Resort, the Kai Kanani is one of the most beautiful sailing catamarans in Hawaii. Their food is always delicious, the cocktails tasty, and the crew superb. They limit the number of passengers, so you’re sure to have a roomy Wailea sunset cruise.

Maui Dinner Cruises Kai Kanani


Quicksilver Dinner Cruise

Departing 5 times weekly from Maʻalaea Harbor, Quicksilver’s Dinner Cruise offers live music entertainment, cocktails, and a delicious dinner of prime rib or fresh fish. Watch a stunning Maui sunset from inside the main cabin or outdoor deck, and relax with service from their friendly staff members.

Quicksilver sunset


Pacific Whale Dinner Cruise

Great food and drinks, experienced crew, tropical music, and one of the most recognizable fleets of boats in Maui waters make Pacific Whale Foundation’s Lahaina sunset cruise one of the best dinner cruises.

Maui Dinner Cruises Pacific Whale


Maui Sunset & Cocktail Cruises

Most sunset cruises are cocktail cruises. You’ll find these are similar to the Maui sunset dinner cruises but often on smaller boats. They usually offer pupus and a bar of tropical cocktails like mai tais and pina coladas, as well as beer and wine. 

Maui Dinner Cruises Trilogy Sunset

The sailing cruises are fun too. You’ll usually find wind in the afternoon on Maui. This is great for sailing, and the warm breezes feel great after a couple of drinks. Sunset and Maui cocktail cruises are usually cheaper than the dinner cruise because of the food cost and the smaller boats. But the difference in price is really insignificant. These booze cruise Maui experiences are wonderful for couples and singles.

Check out the Trilogy Sunset & Cocktail Cruises


Maui Dinner Cruises

This is the best kind of cruise you can take for a sunset. Most Maui cruises offer the dinner package for only around 10 dollars more than the others, and it’s worth every penny. With most dinner cruises, you’ll be treated to the island sounds of a live musician. You’ll find a bar with tropical drinks, beer, and wine as well as a delicious buffet. You can’t get a closer oceanfront table for dinner than being on a dinner cruise in Maui, Hawaii. The best part of one of these boat trips is the incredible Maui sunset you’ll be enjoying. Sunsets over Maui’s Pacific waters are breathtaking. Another wonderful bonus comes during the winter months. Humpback whales can be found breaching and slapping all along the South and West coasts of Maui. A sunset cruise and a whale-watching tour for the price of one!

Maui Dinner Cruises Sailboat Sunset

The Quicksilver is often referred to as the best Dinner Cruise available. This power catamaran leaves out of Maʻalaea Harbor, which is central to most of Maui. The catamaran provides stability and plenty of room for a comfortable ride. You can also enjoy other tours like the morning snorkel excursion aboard the Quicksilver. Book now for the best Dinner Cruise.


Maui Whale Watch Cruises

Whale season lasts from approximately December 15th to May 18th every year. These massive humpbacks travel down the globe from Alaska to give birth and mate with other whales. Some believe that if it weren’t for the lack of food for them, the whales would live around Maui year-round. Watching them interact on the surface is an unforgettable experience and much easier than you’d think. Every boat out for a joy cruise will be looking for whales, though they must stay at a safe distance. If the whales come within 100 yards of your boat, the engine must be stopped in order to keep from harming the humpbacks. The chances of having whales right up to the boat or even underneath it are very good. This makes for an exciting Maui whale watch. Some of the rafting excursions are great for this because you’ll be lower to the water and right next to them. Some boats have glass bottoms, and others also have microphones that can pick up the sounds of these massive leviathans as they sing.

Maui Dinner Cruises Whale Watch

The best-priced boat trip to go whale watching is on the Malolo. This Maui catamaran is captained by knowledgeable whale experts who will guarantee you see whales. To book the best-priced catamaran to go whale watching, book the Malolo.


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